While they may have heftier paychecks than the rest of us, it turns out more money means more problems for these stars. Some of these A-listers were deliberately sketchy with their finances, though others had sketchy people managing their money. Either way, know that April 15 is not a fun day for anyone. Except perhaps accountants.

Taxes may seem like the least of Lindsay's worries, but a lack of work leads to a lack of finances and here we are. The IRS just hit her up in February 2013 for not paying her 2011 taxes. This is not her first time—the same thing happened with her '10 and '09 returns.

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It's so annoying when you actually owe the government come Tax Day. Just ask this guy! He recently paid off $6,000,000 in back taxes. That's six zeros there.

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Another guy with around $6,000,000 to pay off: hip-hop legend R. Kelly hasn't handled his taxes properly since at least 2005.

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Olympic champion skiier (and Tiger Woods' new girlfriend) recently paid off $1.7 million in back taxes, saying, "This is an important lesson for me. Not being in control of my finances and relying on someone else who you believed had your best interest at heart was a mistake and one I will not make twice."

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Denial just works for some people: Kim owes back taxes from 2002-2009. Whew!

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The dark side of those giant reality-TV show grand prizes? Not knowing how to handle your new dollars. The first winner of Survivor served a whopping five years in prison for tax evasion.

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Baseball's golden boy got in deep trouble for claiming his main residency as Florida and not paying New York state taxes. Man, you know we can see your New York Yankees cap, right?

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Gold stars for Pamela (or something): She's actually appeared on a list of the top 250 delinquent taxpayers in California.

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Free Weezy! Wayne recently paid off nearly $8 million in back taxes, allowing the IRS to release the three liens they had against his house in Miami.

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Not you too, Marty! The acclaimed director has had tax issues since 2002, and recently fired his money manager (good idea!).

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Christie blamed a 2011 lien on an error that led to $500,000 in back taxes. Some error!

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The perils of being a child star! Aaron learned at age 21 that his money had been mismanaged while he was still a minor, leading to over a million in back taxes owed.

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She dropped out of mainstream society over a decade ago—and that includes paying her taxes. She is still waiting to hear about jail time after pleading guilty to tax evasion in 2012.

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Wesley is the celebrity whose picture should be shown in tax preparation classes. He was recently released from a three-year stint in prison for counts of willful failure to file tax returns.

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Yes, even the Secretary of the Treasury has had a hard time filing his taxes! During his confirmation hearing, it was revealed that Tim had not paid taxes off self-employment compensation from 2001-2004. Whoops!